A kinetic study on the reductive opening of the diphenylmethylene acetal in methyl 2,3-O-diphenylmethylene-α-L-rhamnopyranoside

Dezso Szikra, Attila Mándi, A. Borbás, István P. Nagy, I. Komáromi, Attila Kiss-Szikszai, Mihály Herczeg, S. Antus

Research output: Contribution to journalArticle

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Abstract

Reductive opening of the diphenylmethyl acetal in methyl 2,3-O-diphenylmethylene-α-L-rhamnopyranoside has been investigated by kinetic studies, and the results have been compared to those recently obtained by quantum chemical calculations. In contrast to the previous theoretical calculations which related only to the presumably rate limiting step of the reductive opening, the reaction system LiAlH 4, AlCl 3, and the title compound consists of at least four simultaneous reactions. Nevertheless, reasonable agreement can be found between the activation Gibbs free energy obtained from kinetic measurements and the theoretically calculated ones in spite of the experimental errors and the approximate nature of theoretical calculations.

Original languageEnglish
Pages (from-to)2004-2006
Number of pages3
JournalCarbohydrate Research
Volume346
Issue number13
DOIs
Publication statusPublished - Sep 2011

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Acetals
Kinetics
Gibbs free energy
Chemical activation

Keywords

  • Chloroalane
  • Diphenylmethylene acetal
  • Kinetics
  • opening
  • R.
  • Reductive

ASJC Scopus subject areas

  • Biochemistry
  • Analytical Chemistry
  • Organic Chemistry

Cite this

A kinetic study on the reductive opening of the diphenylmethylene acetal in methyl 2,3-O-diphenylmethylene-α-L-rhamnopyranoside. / Szikra, Dezso; Mándi, Attila; Borbás, A.; Nagy, István P.; Komáromi, I.; Kiss-Szikszai, Attila; Herczeg, Mihály; Antus, S.

In: Carbohydrate Research, Vol. 346, No. 13, 09.2011, p. 2004-2006.

Research output: Contribution to journalArticle

Szikra, Dezso ; Mándi, Attila ; Borbás, A. ; Nagy, István P. ; Komáromi, I. ; Kiss-Szikszai, Attila ; Herczeg, Mihály ; Antus, S. / A kinetic study on the reductive opening of the diphenylmethylene acetal in methyl 2,3-O-diphenylmethylene-α-L-rhamnopyranoside. In: Carbohydrate Research. 2011 ; Vol. 346, No. 13. pp. 2004-2006.
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AU - Komáromi, I.

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